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1119-60-4

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1119-60-4 Usage

Uses

6-Heptenoic acid may be used in the preparation of 6-(iodomethyl)-hexanolide, via iodo-lactonization.

Definition

ChEBI: 6-Heptenoic acid is a heptenoic acid with the double bond at position 6.

Synthesis Reference(s)

Journal of the American Chemical Society, 107, p. 4230, 1985 DOI: 10.1021/ja00300a025Tetrahedron, 51, p. 4991, 1995 DOI: 10.1016/0040-4020(95)98696-FTetrahedron Letters, 24, p. 4439, 1983

General Description

6-Heptenoic acid is a straight-chain terminal alkenoic acid. Electrochemical oxidation of 6-heptenoic acid adsorbed on Pt(111) electrode surface has been reported. Preparation of 6-heptenoic acid has been reported.

Synthesis

synthesis of 6-Heptenoic acid and higher homologs of this ω-unsaturated acid, a study of the pyrolysis of wheptano lactone was undertaken. The lactone was prepared by the oxidation of cycloheptanone under Baeyer-Villiger conditions. The pyrolysis of ω-unsaturated acid was effected by dropping the substance under a nitrogen atmosphere into a heated column packed with glass beads.Synthesis of 6-Heptenoic Acid

Precautions

Incompatible with strong oxidizing agents, strong acids and bases.

Check Digit Verification of cas no

The CAS Registry Mumber 1119-60-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,1,1 and 9 respectively; the second part has 2 digits, 6 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 1119-60:
(6*1)+(5*1)+(4*1)+(3*9)+(2*6)+(1*0)=54
54 % 10 = 4
So 1119-60-4 is a valid CAS Registry Number.
InChI:InChI=1/C7H12O2/c1-2-3-4-5-6-7(8)9/h2H,1,3-6H2,(H,8,9)

1119-60-4 Well-known Company Product Price

  • Brand
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  • Alfa Aesar

  • (L13144)  6-Heptenoic acid, 96%   

  • 1119-60-4

  • 1g

  • 499.0CNY

  • Detail
  • Alfa Aesar

  • (L13144)  6-Heptenoic acid, 96%   

  • 1119-60-4

  • 5g

  • 1779.0CNY

  • Detail

1119-60-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name hept-6-enoic acid

1.2 Other means of identification

Product number -
Other names 6-HEPTENOIC ACID

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1119-60-4 SDS

1119-60-4Relevant articles and documents

INTRAMOLECULAR CYCLOADDITION AND SEQUENTIAL RING EXPANSION

Zhang, Wei,Collins, Michael R.,Mahmood, Khalid,Dowd, Paul

, p. 2729 - 2732 (1995)

Free radical expansion of fused-cyclobutanones gives bicyclic ketones expanded by three and four carbons, with the carbonyl group β to the ring junction.Four-carbon ring expansion shows stereoselectivity favoring the trans-fused product 6-trans.The radical precursor cyclobutanones are readily prepared by intramolecular cycloaddition of ketenes or keteniminium salts to olefins.

-

Lamb,R.C.,Ayers,P.W.

, p. 1441 - 1442 (1962)

-

A short synthesis of (±)-alloyohimbane via a thioisomunchnone based intramolecular dipolar-cycloaddition reaction

Heidelbaugh, Todd M.,Liu, Bing,Padwa, Albert

, p. 4757 - 4760 (1998)

Thioisomunchnone dipoles were generated by the reaction of bromoalkenoyl chlorides with thioamides. The intramolecular dipolar-cycloaddition reaction was used for a short synthesis of the yohimbanoid alkaloid (±)- alloyohimbane.

-

Israeli,M.,Pettit,L.D.

, p. 414 - 417 (1975)

-

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Jenkins,C.L.,Kochi,J.K.

, p. 3103 - 3111 (1971)

-

Experimental determination of the activation parameters and stereoselectivities of the intramolecular Diels-Alder reactions of 1,3,8-nonatriene, 1,3,9-decatriene, and 1,3,10-undecatriene and transition state modeling with the Monte Carlo-Jumping between Wells/molecular dynamics method

Diedrich, Matthias K.,Kl?rner, Frank-Gerrit,Beno, Brett R.,Houk,Senderowitz, Hanoch,Still, W. Clark

, p. 10255 - 10259 (1997)

Experimental activation parameters for the intramolecular Diels-Alder reactions of 1,3,8-nonatriene, 1,3,9-decatriene, and 1,3,10-undecatriene have been measured, and the Monte Carlo-Jumping between Wells/Stochastic Dynamics [MC(JBW)/SD] method, which gives relative free energies of activation, was tested as a means to predict stereoselectivities. The predictions are compared to experimental results, and to predictions from quantum and molecular mechanics methods.

A Highly Catalytic and Selective Conversion of Carboxylic Acids to 1-Alkenes of One Less Carbon Atom

Miller, Joseph A.,Nelson, Jeffrey A.,Byrne, Michael P.

, p. 18 - 20 (1993)

An equimolar mixture of a carboxylic acid and acetic anhydride produces a reagent combination that undergoes a highly efficient decarbonylation/dehydration at 250 deg C using either Pd- or Rh-based catalyst systems, affording excellent yields of the corresponding 1-alkenes of one less carbon atom.

New alkaloidal metabolites from cultures of entomopathogenic fungus Cordyceps takaomontana NBRC 101754

Hama, Maichi,Elshamy, Abdelsamed I.,Yoneyama, Tatsuro,Kasai, Yusuke,Yamamoto, Hirohumi,Tanigawa, Kana,Oshiro, Ayari,Noji, Masaaki,Ban, Sayaka,Imagawa, Hiroshi,Umeyama, Akemi

, (2019)

Two new alkaloidal metabolites, cordytakaoamides A (1) and B (2), as well as, 2-[(2-hydroxyethyl) amino] benzoic acid (3) and 2E-decenamide (4), and three known compounds (5–7) were isolated from ethyl acetate and n-butanol soluble portions of the entomopathogenic fungus, Cordyceps takaomontana NBRC 101754. Compounds 3 and 4 were isolated here for first time from natural resources. The chemical structures were established depending upon spectroscopic techniques such as 1D, 2D NMR, and HRMS. The absolute configuration of 1 and 2 was elucidated via the total synthesis of 1 as well as the experimental circular dichroism. Compound 3 was confirmed by a signal crystal X-ray analysis.

Ni-Catalyzed β-Alkylation of Cyclopropanol-Derived Homoenolates

Mills, L. Reginald,Zhou, Cuihan,Fung, Emily,Rousseaux, Sophie A. L.

supporting information, p. 8805 - 8809 (2019/11/03)

Metal homoenolates are valuable synthetic intermediates which provide access to β-functionalized ketones. In this report, we disclose a Ni-catalyzed β-alkylation reaction of cyclopropanol-derived homoenolates using redox-active N-hydroxyphthalimide (NHPI) esters as the alkylating reagents. The reaction is compatible with 1°, 2°, and 3° NHPI esters. Mechanistic studies imply radical activation of the NHPI ester and 2e β-carbon elimination occurring on the cyclopropanol.

MACROCYCLIC COMPOUNDS AND RELATED COMPOSITONS AND METHODS OF USE

-

Page/Page column 58, (2013/03/26)

Compounds and compositions, which can be use for example, for treating cancer, are described herein.

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